Tricyclic triazolobenzazepine derivatives, process for producing the same, and antiallergic agents

Abstract

Tricyclic triazolobenzazepine derivatives in the form or a prodrug are provided. The compounds according to the present invention are those represented by formula (I) and pharmacologically acceptable salts and solvates thereon. The compounds are useful as antiallergic agents and exhibit excellent bioavailability. wherein R 1 represents hydrogen, OH, alkyl or phenyl alkyl, R 2 , R 3 , R 4 , and R 5 represent hydrogen, halogen, optionally protected hydroxyl, formyl, optionally substituted alkyl, alkenyl, alkoxy or the like, and Q represents a group selected from the following groups (i) to (iv), halogen, or alkoxy:

1. A compound represented by formula (VII) or a salt or solvate thereof: 
       
         
           
           
               
               
           
         
       
       wherein R 2  and R 5  represent a hydrogen atom, and R 3  and R 4 , which may be the same or different, represent any one (a) to (d):
 (a) a hydrogen atom; 
 (b) an optionally protected hydroxyl group; 
 (c) C 1-6  alkyl which may be substituted by a halogen atom; 
 (d) C 1-6  alkoxy which may be substituted by
 (1) a halogen atom, 
 (2) a hydroxyl group, 
 (3) cyano, 
 (4) C 3-7  cycloalkyl, 
 (5) phenyl, 
 (6) C 1-4  alkoxy, 
 (7) phenoxy, 
 (8) amino which may be substituted by C 1-4  alkyl, 
 (9) —COR 13  wherein R 13  represents a hydrogen atom, C 1-6  alkyl, phenyl optionally substituted by halogen or C 1-4  alkoxy, or phenyl C 1-4  alkyl, 
 (10) —COOR 14  wherein R 14  represents a hydrogen atom or C 1-6  alkyl, 
 (11) —CONR 15 R 16  wherein R 15  and R 16 , which may be the same or different, represent a hydrogen atom or C 1-6  alkyl which may be substituted by a saturated or unsaturated five- to seven-membered heterocyclic ring, or 
 (12) a saturated or unsaturated five- to seven-membered heterocyclic ring which may be substituted by C 1-4  alkyl or phenyl C 1-4  alkyl; and 
 
 R 52  represents a hydrogen atom or a protective group for carboxyl.